Fluorine- Or Phosphorus-containing Reactant Patents (Class 528/244)
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Patent number: 8907046Abstract: Copolymers containing at least one perfluoropolyether segment and multiple aminooxalylamino groups are described. Methods of making the copolymers are also described. The copolymers can be prepared by reacting an oxalylamino-containing compound and an amine compound having at least two primary amino groups, at least two secondary amino groups, or at least one primary amino group plus at least one secondary amino group.Type: GrantFiled: December 22, 2010Date of Patent: December 9, 2014Assignee: 3M Innovative Properties CompanyInventors: Suresh S. Iyer, Miguel A. Guerra, Richard G. Hansen, David S. Hays, Ramesh C. Kumar, George G. I. Moore, Yu Yang
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Publication number: 20140322309Abstract: ?-Aminoamidine polymers and methods of preparing a-aminoamidine polymers by reacting by reacting one or more amines with one or more isocyanides and one or more aldehydes are described. Methods of preparing a-aminoamidine polymers from commercially available starting materials are also provided, wherein the starting materials are racemic or stereochemically pure. a-Aminoamidine polymers or salt forms thereof are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems and for other purposes as well such as, for example, coatings, additives, excipients, plastics, and materials, etc. Given the amino moiety of these ?-aminoamidine polymers, they are particularly suited for the delivery of polynucleotides. Complexes, micelles, liposomes or particles containing the inventive ?-aminoamidine polymers and polynucleotides can be prepared. The inventive ?-aminoamidine polymers may also be used in preparing microparticles for drug delivery.Type: ApplicationFiled: December 15, 2012Publication date: October 30, 2014Applicant: Massachusetts Institute of TechnoloInventors: Arturo Jose Vegas, Kathryn Ann Whitehead, Daniel Griffith Anderson, Robert S. Langer, Joseph R. Dorkin
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Patent number: 8648164Abstract: Disclosed is a method for making a low-k, flame-retardant, bi-functional benzoxazine. The method includes the steps of dissolving phosphoric diamine with various functional groups, phenolic adamantane and paraformaldehyde in a solvent at 72° C. to 88° C. for 7 to 9 hours, and cooling and introducing the solution in n-hexane to separate the low-k, flame-retardant, phosphoric, bi-functional benzoxazine.Type: GrantFiled: February 15, 2012Date of Patent: February 11, 2014Assignee: Chung-Shan Institute of Science and Technology, Armaments, Bureau, Ministry of National DefenseInventors: Wen-Chiung Su, Ching-Hsuan Lin, Hung-Tse Lin, Feng-Jen Wang
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Patent number: 8586700Abstract: Disclosed is a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer using cyclic oligomers, and more particularly, to a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer by preparing a cyclic ether sulfone oligomer and a cyclic imide or amide oligomer and subjecting the cyclic ether sulfone oligomer and the cyclic imide or amide oligomer to ring-opening copolymerization in the presence of an alkali metal fluoride catalyst.Type: GrantFiled: October 7, 2010Date of Patent: November 19, 2013Assignee: Korea Reasearch Institute of Chemical TechnologyInventors: Yong Seok Kim, Hyun Min Jung, Jong Chan Won, Jae Heung Lee
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Publication number: 20130184405Abstract: Phosphazene-formaldehyde polymeric and phosphazene-formaldehyde metal polymeric compounds and methods for their preparation are described. In one aspect, a phosphazene-formaldehyde polymer is formed by reacting hexaminocyclotriphosphazene hexammonium-chloride, [{NP(NH2)2}3.6NH4Cl], and formaldehyde, HCHO, in an aqueous environment to form a reaction product.Type: ApplicationFiled: October 4, 2010Publication date: July 18, 2013Applicant: KING SAUD UNIVERSITYInventors: Saad M. Alshehari, Tansir Ahamad
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Publication number: 20130053530Abstract: Disclosed is a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer using cyclic oligomers, and more particularly, to a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer by preparing a cyclic ether sulfone oligomer and a cyclic imide or amide oligomer and subjecting the cyclic ether sulfone oligomer and the cyclic imide or amide oligomer to ring-opening copolymerization in the presence of an alkali metal fluoride catalyst.Type: ApplicationFiled: October 7, 2010Publication date: February 28, 2013Inventors: Yong Seok Kim, Hyun Min Jung, Jong Chan Won, Jae Heung Lee
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Patent number: 8372900Abstract: Provided is a cellulosic composite comprised of cellulosic material and a binder. The binder comprises an aldehyde or ketone and amine salt of an inorganic acid. The composition when mixed with cellulosic material and cured forms a cellulosic composite.Type: GrantFiled: August 19, 2009Date of Patent: February 12, 2013Assignee: Johns ManvilleInventors: Kiarash Alavi Shooshtari, Philip Francis Miele, Jawed Asrar
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Publication number: 20110207908Abstract: The present invention provides a method for preparing a phosphorus-containing bexzoxazine resin having the following structure shown as the formula (I) or (V): wherein, R1˜R4 respectively comprise one selected from the group consisting of hydrogen, C1˜C6 alkyl, C3˜C6 cyclic alkyl, and phenyl.Type: ApplicationFiled: February 23, 2010Publication date: August 25, 2011Inventors: WEN-CHIUNG SU, Ching-Hsuan Lin, Po-Wen Cheng
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Patent number: 7645822Abstract: Process for preparation of polyoxymethylenes via polymerization of the monomers a) in the presence of cationic initiators b) and also, if appropriate, in the presence of regulators c), followed by deactivation and discharge from the reactor, which comprises using, as deactivator (d) at least one basic compound having at least 2 amino functions of different reactivity in one molecule.Type: GrantFiled: November 5, 2005Date of Patent: January 12, 2010Assignee: BASF SEInventors: Jens Assmann, Knut Zollner
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Publication number: 20090036637Abstract: The present invention provides an aminophosphonate mid functional co-polymer, or oligomer thereof, a method for its manufacture and a number of applications for it. The aminophosphonate co-polymer is of the formula (I): (A)a-[PO(OX)CR?2NR(R?NR)mCR?2—]nPO(OX)-(A)b; wherein: X is hydrogen or any suitable cation; each of the R groups, which may be the same or different, and each of the R? groups, which may be the same or different, is hydrogen, an optionally substituted alkyl, cycloalkyl, alkenyl, aryl, aralkyl, alkaryl or alkoxyalkyl group of 1-20 carbon atoms each of which may be optionally substituted once or more than once, R? is an alkane group, substituted alkane group or heterocyclic group; and wherein A is derived from any suitable monomer, a and b are the same and each is an integer from 1 to 1000 or a and b are different and one is zero or an integer from 1 to 1000 and the other is an integer from 1 to 1000, m is zero or from 1 to 100, and n is zero or from 1 to 100.Type: ApplicationFiled: September 22, 2005Publication date: February 5, 2009Inventors: Graham Otter, Shazia Zafar, Gary Woodward
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Publication number: 20080200617Abstract: The invention relates to a method for preparing halogen-free flameproof epoxy resins, in which a halogen-free epoxy resin is reacted with a polyfunctional aldehyde or ketone and a phosphinic acid derivative, wherein the phosphinic acid derivative contains at least one P—H-active structural unit of the formula ?PH(O) and is used in an amount equivalent to the polyfunctionality of the aldehyde or ketone, to a halogen-free flameproof epoxy resin obtainable by this method, to the use of the epoxy resin as a base material for the manufacture of printed circuit boards and printed circuits and to intermediates used to prepare the epoxy resins.Type: ApplicationFiled: December 12, 2006Publication date: August 21, 2008Inventors: Berthold Just, Holger Keller, Manfred Doering, Uwe Storzer, Sebastian Seibold
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Publication number: 20080078990Abstract: Disclosed are a copolymer of a perfluoropolyether derivative and a photosensitive polymer, a composition for forming banks comprising the copolymer, and a method for forming banks using the composition. Also disclosed is an organic thin film transistor including the composition and an electronic device including the organic thin film transistor. The use of the copolymer may enable the formation of banks by a solution coating process. Because an organic thin film transistor including banks formed by the method may be fabricated without any degradation in the characteristics of the organic thin film transistor, improved electronic properties may be exhibited.Type: ApplicationFiled: February 26, 2007Publication date: April 3, 2008Inventors: Jung Seok Hahn, Kyu Yeol In, Bon Won Koo, Kook Min Han, Sang-Yoon Lee
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Patent number: 7196206Abstract: The invention relates to asymmetrical linear organic oligomers represented by the following formula (I), X—R1ArnR2 ??(I) in which n is from 4 to 10, Ar is for example an optionally substituted 2,5-thienylene group, R1 is for example a C10–C20 alkylene group, R2 is for example a C1–C12 alkyl group, and X is for example a vinyl group or an alkoxysilyl group. Also described is a process for the production of such organic oligomers, and semiconductors in electronic modules that include such organic oligomers.Type: GrantFiled: November 9, 2004Date of Patent: March 27, 2007Assignee: H.C. Starck GmbH & Co. KGInventors: Stephan Kirchmeyer, Sergei Ponomarenko, Marcus Halik
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Patent number: 7126013Abstract: Mono-, oligo- or polymers comprising at least one 9-H,H-fluorene group and at least one arylene group are suitable for use as semiconductors or charge transport materials in optical, electrooptical or electronic devices including field effect transistors, electroluminescent, photovoltaic and sensor devices.Type: GrantFiled: March 8, 2004Date of Patent: October 24, 2006Assignee: Merck Patent GmbHInventors: Martin Heeney, Steven Tierney, Marcus Thompson, Iain Mc Culloch
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Patent number: 7071290Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.Type: GrantFiled: April 28, 2005Date of Patent: July 4, 2006Assignee: The Ohio State UniversityInventors: Arthur J. Epstein, Daike Wang
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Patent number: 6984716Abstract: A phosphorus-containing compound represented by formula (I) and a preparation method thereof are provided. An addition reaction is performed for an organic cyclic phosphorus compound with an aryl aldehyde compound, and then a condensation reaction is performed with an aryl compound having active hydrogen in the use of an organic acid as a catalyst to obtain the proposed phosphorus-containing compound. This phosphorus-containing compound can be used as a hardener for resin, and improves flame retardant properties and thermal resistance for a flame retardant epoxy resin composition, thereby suitably applied to resin compositions used for manufacturing printed circuit boards and laminated circuit boards in electronic or electric products.Type: GrantFiled: March 24, 2003Date of Patent: January 10, 2006Assignee: Chang Chun Plastics Co., Ltd.Inventors: Kuen-Yuan Hwang, An-Pang Tu, Chi-Yi Ju, Ching-Chung Lin
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Patent number: 6946540Abstract: Disclosed herein is a process for preparing cured arylene sulfide polymers. A first curing vessel comprising a first agitator is used to cure a poly(arylene sulfide) compacted powder. The curing proceeds until the compacted powder reaches a melt flow rate within a target range. When the melt flow rate of the compacted powder first reaches the target range, the power consumption of the first agitator is determined. A second curing vessel comprising a second agitator is charged with a second quantity of the compacted poly(arylene sulfide) powder. The second quantity of compacted powder is cured in the second vessel until the power consumption of the second agitator reaches the value at which the melt flow rate in the first curing vessel first reached the target range.Type: GrantFiled: March 24, 2003Date of Patent: September 20, 2005Assignee: Chevron Phillips Chemical Company, LPInventors: Fernando C. Vidaurri, Aubrey South, Jr., David A. Soules, Jeffrey S. Fodor
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Patent number: 6906166Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.Type: GrantFiled: May 18, 2004Date of Patent: June 14, 2005Assignee: The Ohio State UniversityInventors: Arthur J. Epstein, Daike Wang
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Patent number: 6825303Abstract: New precursors and processes to generate fluorinated poly(para-xylylenes) (“PPX”) and their chemically modified films suitable for fabrications of integrated circuits (“ICs”) of <0.15 &mgr;m are disclosed. The films so prepared have low dielectric constants (“∈”) and are able to keep the integrity of the dielectric, Cu, and the barrier metal, such as Ta. Hence, the reliability of ICs can be assured.Type: GrantFiled: February 26, 2001Date of Patent: November 30, 2004Assignee: Dielectric Systems, Inc.Inventor: Chung J. Lee
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Patent number: 6777532Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.Type: GrantFiled: February 28, 2002Date of Patent: August 17, 2004Assignee: The Ohio State UniversityInventors: Arthur J. Epstein, Daike Wang
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Patent number: 6521359Abstract: Provided is a polymeric fluorescent substance which emits a fluorescence in a solid state, which comprises the following repeating unit in an amount of 20 mol % or more based on the total amount of all repeating units, in the formula, X1 represents a group selected from the group consisting of —CR3═CR4—, —C≡C—, —SiR5R6—, —NR7—, —CO—, —CO—O—, —O—CO—, —SO2—, a carbon-carbon single bond, —O— and —S—. The polymeric fluorescent substance has strong fluorescence, and can be suitably used as a polymer LED and a dye for laser.Type: GrantFiled: March 31, 2000Date of Patent: February 18, 2003Assignee: Sumitomo Chemical Company, LimitedInventors: Takanobu Noguchi, Shuji Doi, Makoto Kitano, Fumi Yamaguchi
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Patent number: 6495655Abstract: The amino-aldehyde-phosphate resins and copolymers are produced by reacting an amino compound, an aldehyde and a phosphorus oxyacid, These components may be reacted at ambient or elevated temperature or at ambient, elevated or reduced pressure. They may be produced in the form of water based pre-polymer, a clear resin or as granules or powder. These resins are flame retardant and may be added to or applied on to flammable organic materials to make them flame retardant. The amino-aldehyde-phosphate resins and copolymers may be utilized as coating agent, as an adhesive, films, laminates and as flame retardant compounds.Type: GrantFiled: February 5, 2002Date of Patent: December 17, 2002Inventor: David H. Blount
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Patent number: 6495273Abstract: A light-emitting polymer and its preparation method, the polymer being excellent in electron injection and transport ability as well as hole injection and transport ability in an EL device, the EL device manufactured from the polymer being also emittable in the blue emission region, in which the EL device from an inorganic material is not mostly emittable. The light-emitting polymer of the invention is an alternated copolymer having repeated units (arylenevinylene units) excellent in hole injection and transport ability and repeated units (fluorinated tetraphenyl units) excellent in electron injection and transport ability with alternated order, as shown in formula (II). An EL device manufactured from the light-emitting polymer, a fluorinated tetraphenyl derivative of formula (I), which is used as a monomer to prepare the light-emitting polymer, and their preparation methods.Type: GrantFiled: September 15, 1999Date of Patent: December 17, 2002Assignee: Electronics and Telecommunications Research InstituteInventors: Do Hoon Hwang, Tae Hyoung Zyung, Lee Mi Do, Hye Yong Chu
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Patent number: 6433128Abstract: A process for producing an oxymethylene copolymer by polymerizing trioxan and 1,3-dioxolan in the presence of a cationically active catalyst, wherein (1) 1,3-dioxolan is used in an amount of 0.01 to 2.9 mol % based on trioxan; and (2) the cationically active catalyst is used in an amount of 1×10−7 to 1.2×10−4 mol based on 1 mol of trioxan. The process of the present invention makes it possible to obtain at a high yield an oxymethylene copolymer which has almost as high mechanical strength and stiffness as an oxymethylene homopolymer while retaining the tenacity and heat stability of an oxymethylene copolymer.Type: GrantFiled: May 16, 2001Date of Patent: August 13, 2002Assignee: Mitsubishi Gas Chemical Co, Inc.Inventors: Takahiro Nakamura, Akira Okamura, Masanori Furukawa, Isamu Masumoto, Kaneo Yoshioka, Kazumasa Maji
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Patent number: 6403237Abstract: Provided is a high heat-resistant polymeric fluorescent substance having a divalent condensed polycyclic aromatic group of specific size having a bonding part at specific position shows fluorescence at a long wave length from orange to red, which is useful for fabricating an organic EL device having excellent properties by a coating method.Type: GrantFiled: June 8, 1999Date of Patent: June 11, 2002Assignee: Sumitomo Chemical Co., Ltd.Inventors: Takanobu Noguchi, Masamitsu Ishitobi, Makoto Kitano
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Patent number: 6265528Abstract: A particularly useful process which includes the steps of providing a feedstream comprising a soluble condensation promoting component capable of activating a heterogeneous acidic catalyst and a source of formaldehyde formed by conversion of dimethyl ether in the presence of a catalyst comprising silver as an essential catalyst component; and heating the feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column.Type: GrantFiled: November 12, 1998Date of Patent: July 24, 2001Assignee: BP Corporation North America Inc.Inventors: Gary P. Hagen, Michael J. Spangler
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Patent number: 6207301Abstract: A polymeric fluorescent substance having visible fluorescence in a solid state and a polystyrene-reduced number-average molecular weight of 103 to 107, which contains at least one repeating unit represented by the following formula (1), —Ar1—CR1═CR2— (1) wherein the sum of the repeating unit is from 10 to 100 mol % of the total number of the repeating units, Ar1 represents an arylene group having 4 to 20 carbon atoms taking part in conjugated bonds and containing at least one substituent represented by the following formula (2) as a nuclear substituent, or a heterocyclic compound group, having 4 to 20 carbon atoms taking part in conjugated bonds, and containing at least one substituent represented by the following formula (2) as a nuclear substituent; and R1 and R2 independently represent a group selected from the group consisting of hydrogen, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic compound group having 4 to 20Type: GrantFiled: August 18, 1997Date of Patent: March 27, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Toshihiro Ohnishi, Takanobu Noguchi, Shuji Doi
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Patent number: 6140456Abstract: New starting materials and chemical processes will be used to make fluorinated poly(para-xylylenes) (F-PPX) and fluorinated poly(para-fluoroxylylenes) (F-PPFX). The processes will use some very low cost and readily available starting materials, catalysts, chemical reactors, transport polymerization (TP) systems, and chemical vapor deposition (CVD) systems commonly used for making F-PPX. New TP and CVD deposition systems will also be used to make F-PPX and F-PPFX. These polymers are used for the manufacture of low dielectric films with high thermal stability and are sufficiently strong to withstand planarization and polishing for the manufacture of integrated circuits.Type: GrantFiled: October 24, 1997Date of Patent: October 31, 2000Assignee: Quester Techology, Inc.Inventors: Chung J. Lee, Hui Wang, Giovanni Antonio Foggiato
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Patent number: 6066712Abstract: The present invention relates to a styryl polymer, represented by the following formula (I) or (II), a production method thereof and use thereof to a photosensitive member and a electroluminescence element: ##STR1## in which Ar.sub.11 is an arylene group which may have a substituent; Ar.sub.12 is an aryl group, a polycondensed ring group or a heterocyclic ring group; n.sub.1 is a natural number; ##STR2## in which Ar.sub.21, Ar.sub.22, and Ar.sub.24 are respectively an arylene group which may have a substituent; Ar.sub.25 is an arylene group or a bivalent polycondensed ring group, which may have a substituent; Ar.sub.23 and Ar.sub.26 are respectively an alkyl group, an aralkyl group or an aryl group, which may have a substituent; m.sub.2 is 0, 1, 2 or 3; n.sub.2 is a natural number.Type: GrantFiled: May 8, 1998Date of Patent: May 23, 2000Assignee: Minolta Co., Ltd.Inventors: Hideaki Ueda, Takeshi Kitahora, Tsuyoshi Nozaki
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Patent number: 5994455Abstract: A process for the preparation of polyoxymethylene copolymers, wherein 1,3,5-trioxane is polymerized with generally known comonomers in the presence of a strong protonic acid initiator and in the presence of a formaldehyde dialkyl acetal, and wherein the initiator is dissolved in the formaldehyde dialkyl acetal before admixing to the trioxane and the comonomers.Type: GrantFiled: September 8, 1998Date of Patent: November 30, 1999Assignee: Ticonna GmbHInventors: Karl-Friedrich Muck, Horst Roschert, Robert M. Gronner, Satyajit Verma, Michael G. Yearwood
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Patent number: 5929195Abstract: A branched or crosslinked polyacetal resin is excellent in blow moldability, has impact resistances such as plane impact resistance, and the smoothness of the inner surfaces of moldings produced therefrom, and is suitable for molding, particularly blow molding. It can be produced by the bulk polymerization of (A) trioxane with (B) a cyclic ether and/or cyclic formal and (C) a polyfunctional glycidyl ether compound in the presence of (D) a cationic polymerization catalyst, a mixture prepared by mixing the cyclic ether and/or cyclic formal (B) with the polyfunctional glycidyl ether compound (C) and the cationic polymerization catalyst (D) is added to trioxane (A) to conduct the polymerization.Type: GrantFiled: July 14, 1998Date of Patent: July 27, 1999Assignee: Polyplastics Co., Ltd.Inventors: Kuniaki Kawaguchi, Kaoru Yamamoto, Hajime Serizawa
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Patent number: 5637671Abstract: 1) Disclosed herein are new fluorine-containing compounds having polyacetalic structure, of general formula:[Rf.sub.m --CH.sub.2 O(CH.sub.2 O).sub.c --CH.sub.2 --.brket close-st..sub.n (I)where:Rf=a perfluorooxyalkylene chain having Mn from 500 to 5,000;m=4-25;c=1-10;n=2-100.2) A process for preparing them which comprises carrying out the polycondensation of diols having formula:HORfOH (II)with formaldehyde, in mass or in the presence of solvents, in an acid medium. The compounds of formula (I) can be oligomeric compounds (polymerization degree x.sub.n from 2 to about 20) or polymeric compounds (x.sub.n from about 20 to about 100). They exhibit a high stability to heat and to chemical agents, and Tg values slightly different from the ones of the diols utilized for preparing them.Type: GrantFiled: October 12, 1995Date of Patent: June 10, 1997Assignee: Ausimont S.p.A.Inventors: Ferdinando Danusso, Ezio Strepparola, Marinella Levi, Claudio Tonelli, Stefano Turri
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Patent number: 5563235Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.Type: GrantFiled: January 16, 1996Date of Patent: October 8, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5545711Abstract: Soluble, amorphous, aromatic polyazomethine polymers and copolymers were prepared by reacting a dialdehyde monomer with a diamine monomer containing trifluoromethylbenzene and various combinations thereof in a solvent, such as N,N-dimethylacetamide. The reaction was heated to reflux yielding a polyazomethine which, after cooling to room temperature, was precipitated. These polymers and copolymers may be used to make films, coatings, composites and adhesives.Type: GrantFiled: September 29, 1994Date of Patent: August 13, 1996Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: Robert G. Bryant
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Patent number: 5512652Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.Type: GrantFiled: February 14, 1995Date of Patent: April 30, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5492998Abstract: Novel polymers of general formula: ##STR1## wherein R is an alkyl or aryl group that contains an active hydrogen atom (as determined by the Zerewitinoff test); A is a spacing group having at least one carbon atom; B is a spacing group having at least two carbon atoms; and R and R' are alkyl or aryl groups. The polymer is synthesized via the Mannich pathway, involving formation of an imine intermediate.Type: GrantFiled: January 20, 1995Date of Patent: February 20, 1996Assignees: Lifesource International, Ltd., Jojani Inc.Inventor: Nicholas M. Irving
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Patent number: 5476918Abstract: 1) New fluorine-containing compounds having polyacetalic structure, of general formula:(I)[Rf.sub.m --CH.sub.2 O(CH.sub.2 O).sub.c --CH.sub.2 ].sub.nwhere:Rf=a perfluorooxyalkylene chain having Mn from 500 to 5,000;m=4-25;c=1-10;n=2-100.2) A process for preparing them, which comprises carrying out the polycondensation of diols having formula:(II) HORfOHwith formaldehyde, in mass or in the presence of solvents, in an acid medium. The compounds of formula (I) can be oligomeric compounds (polymerization degree x.sub.n from 2 to about 20) or polymeric compounds (x.sub.n from about 20 to about 100). They exhibit a high stability to heat and to chemical agents, and Tg values slightly different from the ones of the diols utilized for preparing them.Type: GrantFiled: May 5, 1993Date of Patent: December 19, 1995Assignee: Ausimont, S.p.A.Inventors: Ferdinando Danusso, Ezio Strepparola, Marinella Levi, Claudio Tonelli, Stefano Turri
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Patent number: 5378795Abstract: Soluble, amorphous, aromatic polyazomethine polymers and copolymers were prepared by reacting a dialdehyde monomer with a diamine monomer containing trifluoromethylbenzene and various combinations thereof in a solvent, such as N,N-dimethylacetamide. The reaction was heated to reflux yielding a polyazomethine which, after cooling to room temperature, was precipitated. These polymers and copolymers may be used to make films, coatings, composites and adhesives.Type: GrantFiled: July 30, 1993Date of Patent: January 3, 1995Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: Robert G. Bryant
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Patent number: 5288840Abstract: A polyoxymethylene copolymer excellent in stability and mechanical properties which is comprised of oxymethylene units and oxyalkylene units and has a molecular weight of 10,000 to 200,000. The proportion of oxyalkylene units to oxymethylene units is 0.07 to 0.5% by mole and the ratio of the absorbance of terminal formate groups to that of methylene groups determined by infrared spectrophotometry is not more than 0.025. A process for producing the copolymer is also disclosed.Type: GrantFiled: June 2, 1992Date of Patent: February 22, 1994Assignee: Asahi Kasei Kabushiki KaishaInventors: Hirohisa Morishita, Kazuhiko Matsuzaki
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Patent number: 5266675Abstract: Energetic dihydroxy-terminated copolyformals which are formed from formalyde and dinitraminediol and fluorodiol comonomers wherein the dinitraminediol isHOCH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 OH,HOCH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 OH,or mixtures thereof, and wherein the fluorodiol isHOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH,or mixtures thereof andwherein the terminal functional groups are fluorodiol monomer hydroxy groups.Type: GrantFiled: July 13, 1992Date of Patent: November 30, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Donna M. Cason-Smith
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Patent number: 5266674Abstract: An arylene sulfide copolymer and a process for preparing same by contacting a mixture of two structurally different dihaloromatic compounds, at least one organic amide, at least one sulfur-containing compound, and water, and continuous long fiber reinforced plastics containing arylene sulfide copolymer as the polymer matrix or containing arylene sulfide copolymer in a thermoplastic resin matrix.Type: GrantFiled: December 24, 1990Date of Patent: November 30, 1993Assignee: Phillips Petroleum CompanyInventor: Michael C. Yu
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Patent number: 5132377Abstract: Quaternary ammonium salts of a non-nucleophilic anion having an .alpha.-substituted benzyl group attached to the quatenary nitrogen atom or having a heterocycle including the quaternary nitrogen atom are useful as a cation polymerization initiator having a heat latency. A variety of resinous compositions containing this initiator is also disclosed.Type: GrantFiled: June 4, 1990Date of Patent: July 21, 1992Assignee: Nippon Paint Company, LimitedInventors: Shinji Nakano, Satoshi Urano
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Patent number: 5064934Abstract: Thermosetting Schiff base resins, their preparation and their applications re described.These thermosetting Schiff base resins can be defined as responding to the general formula: ##STR1## Radicals Ar.sub.1, Ar.sub.2 and Ar.sub.3 are chosen so that the softening temperature of the resins is less than about 150.degree. C.The resins can be prepared by direct condensation of an ethynyl benzaldehyde or acetophenone on a telechelic diamine oligomer obtained by reaction of a diamine containing flexibilizing groups on a derivative of benzhydrol tetracarboxylic acid. These Schiff base resins can be used by bulk thermal polymerization particularly to prepare adhesives or composite matrices.Type: GrantFiled: April 2, 1990Date of Patent: November 12, 1991Assignee: Centre d'Etude des Materiaux Organiques pour Technologies AvanceesInventors: Regis Mercier, Thierry Pascal, Bernard Sillion
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Patent number: 4975520Abstract: A process for producing oxymethylene copolymers and terpolymers is disclosed which involves the non-linear addition of gaseous formaldehyde to a cyclic ether having at least two adjacent carbon atoms (1) and, in the case of a terpolymer, to a mixture of at least one (1) and one monoethylenically unsaturated aliphatic diol formal having at least four carbon atoms in its main chain (2), or to a mixture of (1) with a (2), in the presence of a polymerization initiator at a rate controlled so as to conform to a rate determined by kinetic equations that describe the rate of decomposition of trioxane to formaldehyde during conventional copolymerization of trioxane with a cyclic ether. The process and kinetic equations of the invention are applicable to batch reactions, single stream continuous reactions and dual stream continuous reactions.Type: GrantFiled: March 20, 1989Date of Patent: December 4, 1990Assignee: Hoechst Celanese Corp.Inventor: George L. Collins
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Patent number: 4906728Abstract: The invention concerns a method for producing an acetal copolymer containing backbone bromo-functional groups comprising copolymerizing trioxane with 5,6,-dibromo-1,3-dioxepene. The invention also concerns methods of modifying acetal copolymers containing bromo-functional groups and the copolymers produced by the methods of the invention.Type: GrantFiled: April 13, 1988Date of Patent: March 6, 1990Assignee: Hoechst Celanese Corp.Inventors: Nan-Loh Yang, Andrew Auerbach, James L. Paul, Rose Pesce, Shian S. Wang
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Patent number: 4877859Abstract: The present invention provides a fluroine-containing novolak resin or its derivative having a repeating unit of the formula ##STR1## wherein R.sup.1 is hydrogen atom, OH or ##STR2## R.sup.2 is hydrogen atom or alkyl group having 1 to 4 carbon atoms, X is fluorine-containing monovalent organic group having 2 to 20 carbon atoms.The present invention also provides a perfluoroalkenyloxphenol or its derivative of the formula ##STR3## wherein R.sup.10 is OH or ##STR4## R.sup.11 is H, OH, alkyl group having 1 to 4 carbon atoms or ##STR5## Y is perfluoroalkenyl group having 6 to 14 carbon atoms.Type: GrantFiled: March 21, 1988Date of Patent: October 31, 1989Assignee: Daikin Industries, Ltd.Inventors: Sinji Tamaru, Motonobu Kubo, Masato Kashiwagi
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Patent number: 4814423Abstract: An adhesive for bonding polymeric material to both collagen and calcium is provided. The adhesive contains a glutaraldehyde component for bonding to collagen and a monophosphate component for bonding to calcium. It has been found that in bonding polymeric filling materials to teeth that the adhesive substantially reduces microleakage around the filling.Type: GrantFiled: November 6, 1987Date of Patent: March 21, 1989Assignee: Dentsply Research & Development Corp.Inventors: Chin-Teh Huang, Steven R. Jefferies
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Patent number: RE39182Abstract: A process for the preparation of polyoxymethylene copolymers, wherein 1,3,5-trioxane is polymerized with generally known comonomers in the presence of a strong protonic acid initiator and in the presence of a formaldehyde dialkyl acetal, and wherein the initiator is dissolved in the formaldehyde dialkyl acetal before admixing to the trioxane and the comonomers.Type: GrantFiled: November 30, 2001Date of Patent: July 11, 2006Assignee: Ticona GmbHInventors: Karl-Friedrich Mück, Horst Röschert, Robert M. Gronner, Satyajit Verma, Michael G. Yearwood
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Patent number: H730Abstract: Energetic dihydroxy-terminated copolyformals which are formed from formalyde and fluorodiol and nitrodiol comonomers where the fluorodiol is HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH, or mixtures thereof, and the nitro diol is HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.Type: GrantFiled: August 2, 1989Date of Patent: February 6, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventors: Lori A. Nock, Horst G. Adolph
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Patent number: H784Abstract: Dihydroxy-terminated copolyformals formed fromA. formaldehyde andB. a diol comonomer mixture of(1) 1,2-bis(2-hydroxyethyl)-1,2-dicarbadodecaborane(12) and(2) a fluorodiol which is HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH, or mixtures thereof. A fraction of the fluorodiol may be replaced with an equal number of moles of a suitable nitrodiol.Type: GrantFiled: August 2, 1989Date of Patent: June 5, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Lori A. Nock